Kailua-Kona Vacation Rentals
Kailua-Kona is a lively town on the Big Island's west coast, offering a mix of oceanfront relaxation, cultural landmarks, and vibrant dining and shopping. Popular beaches like Magic Sands, Kahalu'u Beach Park, and Honl's Beach provide excellent snorkeling and sunsets. Our curated vacation rental selection includes oceanfront condos, resort-style communities, and private homes - perfect for couples, families, or group travelers. Enjoy amenities like pools, lanais, and proximity to Ali'i Drive attractions. Start your Big Island adventure in Kailua-Kona today.
Cozy 2-bedroom condo in charming Kailua-Kona with fitness room
Discover this brilliant 2-bedroom gem in Kailua-Kona. This pleasant condo features 2 king beds, a cozy living room with a sofa bed, and 2 bathrooms. Guests can enjoy amenities like an iron, fitness room, and hair dryer during their stay. Our tremendous place will help...
Royal Sea Cliff Kona 303 Garden View 1BD 1BA
Surrounded by tropical greenery, this charming one-bedroom condo offers a peaceful island retreat. Perfect for couples or solo travelers, it features all the comforts of home on the beautiful Kona coast. Unit 303 Garden View 1 Bedroom 1 Bath• Ground floor condo...
Royal Sea Cliff Kona 314 Oceanfront 2 Bedroom
Set along the Kona coast, this two-bedroom oceanfront condo offers an unbeatable location and panoramic ocean views. Just minutes from town, it’s the perfect blend of comfort and coastal beauty. Unit 314 Oceanfront 2 Bedroom 2 Bath• 3rd floor condo on the north side...
Waiulu Villa 125B – Spacious Golf View | Onsite Staff & Daily Housekeeping
This spacious 3 bedroom, 3.5 bath single-level upper corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located just 5 minutes from the Resort’s pools and restaurants, Waiulu Villas...
Cozy ground-floor condo with heated outdoor pool, private lanai, close to shops
Keauhou Akahi 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Kailua-Kona, HI! This stunning ground floor condo at the Keauhou Akahi property...
Luxury Oceanfront Living in Kona!
Discover this newly remodeled (in 2024) Oceanfront 1-bedroom gem in Kailua-Kona. This sought after condo offers discrete luxury living right on the Pacific Ocean. Watch the sunset with uninterrupted views directly from your lanai, watch the whales breaching without even...
Kona Magic Sands#313:Top Floor,Direct Beachfront, Rarely Available Lanai unit
Kona Magic Sands #313 – Top Floor Beachfront ParadisePerched on the top floor of the coveted Kona Magic Sands complex, Unit 313 is a rare gem—one of the few with its own private ocean-view lanai. Fully newly remodeled from top to bottom, this bright and stylish...
Hillside Villa 2102 – Ocean View & Cozy | Onsite Staff & Daily Housekeeping
This ideally-located, 2-bedroom, 2-bath ocean view villa is the perfect size and features beautiful ocean, golf course, and sunset views and sleeps up to 4. Beach access and all of the resort’s amenities including golf, spa and sports club are less than 2 minutes away...
Manukai Hale: Luxe Golf View, Pool, Boho Charm, & Prime Location Near Heeia Bay
Welcome to Manukai Hale by Gather, a beautifully updated 3-bedroom, 3-bathroom retreat located along the scenic Manukai Street in Kailua Kona, Hawai‘i. Blending modern luxury with charming Boho styling, this 1,486-square-foot home offers a bright, open floor plan and...
Kumukehu 15 – Best Location & Ocean Views | Onsite Staff & Daily Housekeeping
Kumukehu 15 – Unbeatable Location & Deluxe Ocean View Hualalai HomeTreat yourself to the best location on the resort with white-water ocean views from this designer appointed 3-bedroom, 3 bath custom home. The beach, restaurants and all of the services and amenities...
NEW! Tropical Hideaway by Keauhou Bay | Golf, Beaches & Views
Keauhou Palena – Kailua-Kona Vacation Rental CondoDiscover Your Perfect Hawaiian EscapeNestled between the scenic Keauhou Bay and the Kona Country Club Golf Course, Keauhou Palena is a peaceful, secluded condo village where you can park right at your own front door....
Luxury, Comfort and Aloha Spirit Await on the Big Island
Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your...
Kailani Vista - 3-Story Oceanfront Home w/ Hot Tub, Elevator & Putting Green
Kailani Vista is a private, 3-story oceanfront haven perched directly on iconic Ali‘i Drive, a leisurely stroll from downtown Kailua Kona. Spend your days exploring lava-rock tide pools at your doorstep, perfecting your short game on the backyard putting green, or...
Stunning Luxury Family Estate in Kona
In 1998, the Lenett family decided to purchase a plot of land on the beautiful Big Island of Hawai’i, after years of visiting as tourists. The Lenett's, natives of San Francisco, fell in love with the island’s natural beauty, tropical weather, and kind people. For...
🏖️Oceanfront Island Living — Beautiful Kona Condo for Extended Stays
vrKCV - Kona by the Sea 115, Professionally Managed by Kona Coast Vacations Relaxed Oceanfront Living at Kona by the SeaEscape to your own slice of island life at Kona by the Sea, a popular oceanfront community along Kona's scenic Alii Drive. This updated, spacious...
Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool
OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you...
Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport
Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....
Peaceful 3 Bedroom Home with Fabulous Views
This is a minimum 31 day rental listingPerfect for extended vacation or traveling worker; traveling nurses or doctorsWell appointed, well maintained, privateBeautiful home in desirable, safe neighborhoodClose to beaches, shopping, town, golf, tennis and pickleball, as...
Wyndham Mauna Loa Village | 1BR King Bed Suite
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Ke Alaula Hale 7 – Private & Secluded | Onsite Staff & Daily Housekeeping
This centrally-located 3-bedroom, 3.5 bathroom private home is a short 6-minute golf cart ride from the heart of the Four Seasons Resort. Designed for convenience and uncomplicated family living for up to 6 guests, this property offers a vaulted, wood-beamed great room...
Kona Hawaiian Resort 2 Bedroom w/ POOL
At Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you'll feel transported to a simpler, unspoiled era. Designed to evoke the charming traditional Hawaiian island ambiance of the 1930s, the resort blends nostalgic details with modern amenities and...
Royal Sea Cliff Kona Ocean View 2 Bedroom
Surrounded by greenery, this two-bedroom condo offers a peaceful island retreat. Perfect for families or couples traveling together, and it’s just a short drive from beaches, dining, and town. Ocean View 2 Bedroom 2 Bath• Condos located on 6th and 7th floors •...
Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day
Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...
Cozy Happy hill inn
This cozy, renovated Ohana (guest house) has 2 bedrooms and 1 bathroom in a comfortable space of about 46 ㎡ (500 square feet) and can accommodate up to 6 people.The private backyard has a BBQ grill, perfect for relaxing and outdoor dining under the stars.Magic Sands...
Winter Holiday Sale! Luxury Retreat in Kona with Saltwater Pool
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Kona Reef A1: Ocean-view 2BR condo in Kailua-Kona, perfect for 4-6 guests.
Newly renovated 2-bedroom, 2-bath ocean / beachfront condo, AC throughout home. Short walk to Kona town bars & restaurants. Snorkel, swim, or surf right in front of the condo. Enjoy the parade of activities in the ocean and on shore from the comfort of the lanai couch....
Kanaloa at Kona Oceanfront 2 Bedroom + Loft
- Oceanfront condos with loft located on 2nd floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
Big Island, HI Kona Hawaiian Resort- 2 bdrm suite
About this spaceRelax in this fabulous 2 bed/2bath suite on the Big Island’s west coast, Kailua-Kona. Beautifully designed to capture the traditional Hawaiian feel, you’ll want for no modern amenity. Outdoor pools and the nearby beach are waiting for you.This...
Island living first floor condo near beach, shared hot tub, pool and gas grills
Royal Kahili B205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Royal Kahili Retreat, where the ultimate island lifestyle awaits you in this stunning, completely...
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport
Newly renovated (June 2025)! Bright studio with Queen bed plus Full & Twin in bonus sleep rooms (76” ceilings). Perfect for families—kids get their own space at a fraction of hotel costs. Enjoy cool breezes at 1,070 ft elevation, a covered patio, and private...
Kona Makai 3-204 2nd Flr, Ocean View, Remodeled Throughout!
Kona Makai 3-204 – Elegant Coastal Retreat in Kailua-KonaWelcome to Kona Makai 3-204, a beautifully upgraded condo that combines modern luxury with the relaxed charm of Hawaiʻi living. Nestled in one of Kailua-Kona’s most desirable oceanfront communities, this...
Kona By the Sea #302 Oceanfront 2-Bedroom Retreat with Central A/C
35-Night Minimum • Central A/C • Heated Salt-Water Pool & SpaSavor jaw-dropping, third-floor ocean vistas and nightly Kona sunsets from the private lanai, living room, and even the kitchen of this spacious 2-bedroom, 2-bath suite at coveted Kona By the Sea.Inside...
🏖️Ocean Front | Amazing Views | Walk to Beach
vrKCV - Surf and Racquet 1205, Professionally Managed by Kona Coast VacationsExperience oceanfront living in this comfortable second-floor condo at Keauhou Kona Surf & Racquet Club #1205. Enjoy direct ocean views, beautiful sunsets from the lanai, and a relaxed island...
Island Escape: 2BR Villa at Wyndham Kona Hawaiian Resort
Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...
5-star Four Seasons style renovated gem with A/C and Ocean View
Located in Kailua-Kona, this superb 1st floor condo located in an oceanfront community offers a cozy retreat for guests. With 1 bedroom featuring a comfortable king bed and a well-equipped kitchen with Kitchen Aid appliances,granite counter tops and travertine floors...
Tremendous 5-bedroom homein Kailua-Kona
Modern Kona retreat just 3.5 miles from the airport! This spacious home features vaulted ceilings, a lanai with partial ocean view, and two fully equipped kitchen — perfect for families or group getaways. Located at 1,070 ft elevation, enjoy cool breezes year-round....
Peaceful Hideaway with Pool, Bikes & Perks
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Lau'eki Estate at Hualalai Resort - Sweeping Ocean and Golf Course Views ** 2 Golf Carts**
A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. A perfect harmony of tranquility,...
Ocean-view Condo – Private Lanai & Great Location
A warm Hawaii welcome is waiting for you! This studio condo in the heart of town is directly across from the beach and close to shopping, dining, restaurants, and golf. With a cozy vibe and resort amenities, it’s the perfect getaway for couples or small groups.The...
🏖️Fully Air-Conditioned | Updated Top Floor Incl Loft | Ocean Views | vrKCV
vrKCV - Country Club Villas 327, Professionally Managed by Kona Coast VacationsCountry Club Villas 327 – Ocean & Golf Course Paradise in KeauhouExperience the beauty of island life at Country Club Villas 327! This newly renovated (2024) 2-bedroom plus loft condo is...
Quiet 2 Bedroom, 1 bath ohana in Kailua-Kona
Experience the charm of this delightful 2-bedroom ohana in Kailua-Kona. Thoughtfully designed for comfort, it offers two queen beds, a full bathroom with a shower and hair dryer, and a cozy, guest-friendly ambiance. Whether you're planning a short getaway or an extended...
"Kona Nook", Enjoy a Relaxing Cozy Retreat.
Kailua-Kona is waiting for you at this lovely 1-bedroom apartment. With heating, AC, and a hair dryer provided, guests can relax and unwind in this welcoming space. A great place to call homebase while you're away, we hope you enjoy your stay.The "Kona Nook" is a...
Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking
Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...
Kona Palms on Alii Drive in Kailua-Kona, HI
Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the...
Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Top Floor Ocean-View Condo: Walk to Kona Beaches!
Scenic Waterfront Ali‘i Drive Location | 3 Mi to Dtwn Kona | Royal Kahili CondosStep into vacation mode at this 2-bed, 2-bath Kailua-Kona vacation rental condo, offering an elevator and dedicated covered parking. The surf and sand are just a stroll away — ideal for...
Quiet & Private Retreat w/Outdoor Soaking Tubnn
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Private Home: Organic Farm Ocean & Sunset Views
Our hosted Kona coffee plantation farmhouse is the perfect place to stay for a private home experience surrounded by lush tropical foliage, coffee and macadamia nut trees, and wildlife. Relax in the bright and spacious living and dining rooms styled with an eclectic mix...
Wyndham Mauna Loa Village|Three Luxury Suites
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...